[Objectives] Psychological factors are mentioned as one of the causes of menstrual pain and menstruation-associated symptoms. In this study, the relationship between menstrual pain, menstruation-associated symptoms, and personality was examined. [Methods] We targeted women who were menstruating and had provided informed consent. A questionnaire was conducted to obtain information on age, height, weight, degree of menstrual pain, menstruation-associated symptoms, and new personality inventory. Correlation analysis of Spearman was conducted on the relationship between menstrual pain, menstruation-associated symptoms, and personality.[Results] We distributed questionnaires to 250 persons and obtained responses from 166 persons. "Anxiety" correlated with menstrual pain and multiple factors of menstruation-associated symptoms, "depression" correlated with multiple factors of menstruation-associated symptoms. In addition, "aggression," "inferiority complex," and "non-cooperativeness" correlated with negative emotional factors of menstruation-associated symptoms.[Discussion] For "anxiety" and "depression," it was speculated that the symptoms became stronger due to poor circulation and serotonin deficiency during menstruation. In addition, the depressive aspects of "aggression," "non-cooperativeness," and "inferiority complex" were also considered to have an influence on negative emotional factors of menstruation-associated symptoms.[Conclusions] "Anxiety" correlated with menstrual pain and multiple factors of menstruation-associated symptoms, and "depression" correlated with multiple factors of menstruation-associated symptoms.